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Check prices for these dates

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19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
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9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Motels in Winchester

Exterior
The Putney Inn

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very Good, (1003)
"Nice motel. "
United States
Richard
The Putney Inn
Reception
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is SAR 267
SAR 294 total
includes taxes & fees
11 Dec - 12 Dec
Travelodge by Wyndham Brattleboro VT
Exterior
Colonial Motel And Spa

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is SAR 450
SAR 495 total
includes taxes & fees
21 Dec - 22 Dec
Colonial Motel And Spa
View from room
Econo Lodge Brattleboro

Econo Lodge Brattleboro

2.0 star property
Brattleboro
5.4 out of 10, (601)
"Room was dirty, tv was tiny..very poor value"
United States
Raymond
The price is SAR 195
SAR 214 total
includes taxes & fees
17 Dec - 18 Dec
Econo Lodge Brattleboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

The Colonial Hotel

The Colonial Hotel

10/10 Excellent
"The perfect hotel!"
Elizabeth 1-night trip
Posted 2 days ago
The Colonial Hotel

Frequently asked questions

What can I expect from a motel trip to Winchester?
If you're having trouble locating a motel in Winchester, let us help you find a motel or similar property from over 421 accommodations in the larger area. Simply filter using our search tools by nightly room rate or cost-effective amenities such as free parking and free airport transportation.
What are motels like?
Motels often have free parking, and many also feature an outdoor pool. Often one or two stories tall, motels usually have exterior corridors overlooking the parking lot or an outdoor pool. In the U.S., motels became more commonplace after World War II with the popularity of car travel and road trips, peaking in the 1960s with over 60,000 properties.
What are the best motels in Winchester?
Here you'll find some of our customers' top motels in the larger area. The Putney Inn is located 14.9 mi (23.9 km) from the heart of Winchester. Enjoy access to the 24-hour front desk, and freebies including breakfast, WiFi, and parking. Colonial Motel And Spa: 2 indoor pools, a full-service spa, and free WiFi are available during your stay. Central Winchester is 11.5 mi (18.5 km) away. Econo Lodge Brattleboro: Enjoy access to the seasonal outdoor pool, and freebies including breakfast, WiFi, and parking. Located 10.3 mi (16.5 km) from the heart of Winchester. Travelodge by Wyndham Brattleboro VT: Central Winchester is 11.8 mi (19 km) away. Free WiFi, free parking, and a 24-hour front desk are available during your stay. The Lodge At West River: 20.2 mi (32.5 km) from the heart of Winchester. Enjoy access to the snack bar/deli, and freebies including breakfast, WiFi, and parking.
What things can I to do in Winchester?
Those who've visited Winchester like the lakeside. As you're sightseeing around the area, be sure to enjoy all there is to see and do. These are some of the parks and outdoorsy places: Birch Point, Ashuelot River, and Loring Field. You'll find these family-friendly sights in the area: Brattleboro Bowl, Cheshire Children's Museum, and Scott Farm Orchard. During your trip, here are some other places to visit: Pisgah State Park, New England Sweetwater Farm & Distillery, and Winchester Speedpark.
What's the weather like in Winchester?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Winchester to help you plan yours: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Winchester are January, March, February, and November, with each month seeing an average of 10 inches of snowfall.